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Colonial Homes for Sale in Ossining, NY

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  • /40

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,859 Sq Ft

    629 Scarborough Rd, Briarcliff Manor, NY 10510

    Some homes ask you to imagine what they could be. This one is already there and waiting for you. This classic colonial has been lovingly updated and impeccably maintained by owners/designer who cared about every detail. Large, sun-drenched rooms, a layout that feels both timeless and completely livable, and the big-ticket items already handled: new roof, new HVAC, new kitchen and appliances, new

    Agent Photo

    Hillary Landau

    Compass Greater NY, LLC

    629 Scarborough Rd, Briarcliff Manor, NY 10510
  • /43

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    12 Riverview Ct, Ossining, NY 10562

    Welcome to one of Ossining's most captivating homes, where breathtaking panoramic Hudson River views take center stage. Perfectly positioned on a quiet cul-de-sac in the sought-after Sparta neighborhood, this beautifully updated 4-bedroom, 2.5-bath residence offers an exceptional blend of style, comfort, and unforgettable scenery. From the moment you enter, you're greeted by abundant natural

    David Thomsen HomeSmart Homes & Estates

    12 Riverview Ct, Ossining, NY 10562
  • /23

    $2,489,222

    • 5 Beds
    • 4.5 Baths
    • 5,391 Sq Ft

    517A Old Chappaqua Rd, Briarcliff Manor, NY 10510

    Exquisite new 5 bedroom, 4.1 bath center hall colonial to be built offering refined luxury and timeless architectural elegance in an exceptional cul-de-sac setting. Perfectly positioned on just shy of one acre and backing the serene wooded grounds of the Edith Macy Center, this residence blends privacy, prestige, and natural beauty. A rare opportunity exists to fully customize finishes,

    Mark Seiden Mark Seiden Real Estate Team

    517A Old Chappaqua Rd, Briarcliff Manor, NY 10510
  • /27

    $975,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,363 Sq Ft

    39 Park Dr, Ossining, NY 10562

    Welcome to 39 Park Drive, a beautifully updated Colonial nestled on a quiet cul-de-sac. Set on .74 private acres, this move-in ready 4-bedroom, 2.5-bath home offers 2,363 square feet of thoughtfully designed living space, including a main-level office that can easily serve as a fifth bedroom, convenient main-floor laundry, a finished lower-level ideal for recreation, a home office, or additional

    Renee Macklin William Raveis-New York LLC

    39 Park Dr, Ossining, NY 10562
  • /37

    $929,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    28 Inningwood Rd, Ossining, NY 10562

    Why wait for vacation when you can enjoy a retreat-like lifestyle every day?This exceptional, fully renovated Colonial with farmhouse charm is a rare Sears Roebuck Kit House circa 1927, seamlessly blending historic character with modern comforts. Thoughtfully updated throughout, the home features central air conditioning, remote-controlled blinds, renovated baths, and hardwood floors that

    Suzanne Lagle Houlihan Lawrence Inc.

    28 Inningwood Rd, Ossining, NY 10562
  • /37

    $1,950,000

    • 4 Beds
    • 2.5 Baths
    • 3,096 Sq Ft

    179 River Rd, Briarcliff Manor, NY 10510

    Stately, 4-bedroom Colonial with Hudson River views, ideally set on a level 2/3-acre property with exceptional curb appeal. Located within the desirable walk-to-train Scarborough neighborhood , this home offers a seamless blend of timeless architecture and modern convenience—perfectly suited for today’s Westchester lifestyle. Spanning approximately 3,500 square feet, the residence features

    Betsey Relyea Houlihan Lawrence Inc.

    179 River Rd, Briarcliff Manor, NY 10510
  • /19

    $639,222

    • 3 Beds
    • 1 Bath
    • 1,525 Sq Ft

    219 Spring St, Ossining, NY 10562

    Welcome to this beautifully maintained vintage Colonial, ideally situated on a desirable corner lot in the heart of the village. Combining classic character with thoughtful updates, this spacious home offers comfortable living both inside and out. The first floor features hardwood floors, high ceilings, a bright eat-in kitchen, dining room, an inviting living room, and laundry off the kitchen.

    Mark Seiden Mark Seiden Real Estate Team

    219 Spring St, Ossining, NY 10562
  • /21

    $3,995,000

    • 7 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    433 Arcady Rd, Ossining, NY 10562

    Old Dam Farm — A Rare Hudson Valley Legacy Set on nearly 40 pristine acres bordered by over 100 acres of protected New York City watershed land, Old Dam Farm offers an unparalleled combination of natural beauty, history, and lifestyle. This remarkable estate overlooks the sparkling Croton Reservoir, creating a backdrop of breathtaking views in every season. At its heart stands a spectacular

    Nancy Kennedy Houlihan Lawrence Inc.

    433 Arcady Rd, Ossining, NY 10562
  • /30

    $699,500

    • 3 Beds
    • 3 Baths
    • 1,912 Sq Ft

    65 S State Rd, Briarcliff Manor, NY 10510

    Opportunity awaits with this private 3 bedroom, 3 full bath Colonial in Briarcliff Manor, NY, located within the award-winning Briarcliff Manor School District. Featuring hardwood floors, central air conditioning, municipal water/sewer, and timeless Colonial charm. This Westchester County home offers an excellent chance to personalize, and build lasting equity. Whether you're a first-time buyer,

    Janet Brand Houlihan Lawrence Inc.

    65 S State Rd, Briarcliff Manor, NY 10510
  • /38

    $2,900,000

    $600K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 5,502 Sq Ft

    83 Somerstown Rd, Ossining, NY 10562

    Steeped in local history and once owned by the Gilded Age Van Cortlandt family, gracious Rose Lodge is an inviting and beautifully restored historic estate—not landmarked—offering modern living and exceptional privacy on 17.9 acres. The property enjoys sweeping views across a perfectly sited in-ground pool, terraced gardens, expansive flat croquet lawn, and private lake, creating a serene country

    Dalia Valdes Julia B Fee Sothebys Int. Rlty

    83 Somerstown Rd, Ossining, NY 10562
  • /50

    $1,350,000

    Open Sun 12:30PM - 3PM
    • 5 Beds
    • 3.5 Baths
    • 4,828 Sq Ft

    15 Inningwood Rd, Ossining, NY 10562

    A once-in-a-lifetime opportunity to own Maplehurst Farm, originally known as the Conklin-Chadeayne Farmhouse, an irreplaceable Antique Farmhouse Colonial estate dating back to the 1730s, nestled on five irreplaceable acres in the highly sought-after community of New Castle. Rich in history and timeless character, this extraordinary property preserves many of its original architectural details,

    Annemarie Credentino BHHS River Towns Real Estate

    15 Inningwood Rd, Ossining, NY 10562
  • /31

    $425,000

    • 2 Beds
    • 1.5 Baths
    • 1,302 Sq Ft

    42 Revolutionary Rd, Ossining, NY 10562

    This adorable Ossining Schools gem awaits new owners to provide personal touches and TLC. It boast a welcoming entry leading to living room with charming details including arched doorway, built in shelving, and fireplace. Bright airy dining/flex room, 1st floor half bath, eat in kitchen with breakfast nook/ dining area and sliding door to patio. Climb the stairs to enjoy two sunny bedrooms each

    Teresa Keys Keller Williams Realty Group

    42 Revolutionary Rd, Ossining, NY 10562
  • /2

    $649,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    73 Clinton Ave, Ossining, NY 10562

    Discover timeless elegance in this impeccably maintained 3-bedroom, 2-bath Colonial in the heart of Ossining. Blending classic charm with exceptional outdoor living, this beautiful home offers warmth, sophistication, and privacy at every turn. The inviting interior features a welcoming living room with a fireplace, creating the perfect gathering space for cozy evenings. A dedicated home office

    Tana McGuire eXp Realty

    73 Clinton Ave, Ossining, NY 10562
  • /39

    $1,045,000

    • 4 Beds
    • 3 Baths
    • 2,573 Sq Ft

    27 Ryder Rd, Ossining, NY 10562

    Welcome to this beautifully renovated Dutch Colonial, where timeless charm meets modern comfort and breathtaking Hudson River views create an unforgettable setting. Thoughtfully redesigned, the sun-filled chef's kitchen is the heart of the home, featuring crisp white cabinetry, expansive quartz countertops, abundant storage, and a seamless flow into the dining and living areas, perfect for

    Wendy Holt Houlihan Lawrence Inc.

    27 Ryder Rd, Ossining, NY 10562
  • /18

    $3,498,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,775 Sq Ft

    50 Austin Place, Briarcliff Manor, NY 10510

    Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height

    Nicola Santucci Houlihan Lawrence Inc.

    50 Austin Place, Briarcliff Manor, NY 10510
  • /30

    $649,000

    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft

    41 Campwoods Rd, Ossining, NY 10562

    This 1800's Colonial offers a hidden backyard with in-ground pool/Formal and versatile living space is found throughout the home/A wide covered front porch, large living room and formal dining room, Eat-in-Kitchen along with full hall Bathroom compliment the main living level. There are two backyard access points from the Kitchen & Hallway too . . The Primary bedroom w/sitting room, is on the

    Greg Kane Kane & Associates

    41 Campwoods Rd, Ossining, NY 10562
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